A2 Organic Flashcards
what does NMR stand for?
nuclear magnetic resonance
13C NMR gives simpler spectra than 1H NMR
.
what mass number is needed for NMR
odd mass number
what solvents can the sample be dissolved in in 13C NMR & why?
polar solvents dissolve polar molecules & non-polar solvents dissolve non-polar molecules
CCl4 - non-polar molecule
D = 2H = even mass # so will not give signal
CDCl3 - polar molecule
C6D6
these C will give a signal but the value is known so is removed from the spectrum
what substance is used to calibrate the spectrum, what is its structure?
tetramethylsilane
Si(CH3)4 - see booklet
why is TMS used for calibration of spectrum?
it only gives one signal
it is non-toxic
it is inert
it has a low bp so can be easily removed from sample afterwards
it gives a signal that is far right than most signals from organic compounds - this is given the value of 0ppm
in 13C NMR, what is the # of signals based on?
the number of C atoms in different chemical environments
in 13C NMR, what does chemical shift depend on?
what other atoms/groups are near the C
the closer the C is to electronegative atoms (e.g. O, Cl), the greater the chemical shift
the more electronegative atoms near to the C, the greater the chemical shift
what is the relevance of the vertical axis in 13C NMR
it has no relevance
when looking at the table of 13C NMR values,
start at the bottom & work your way up
what is the relevance of the vertical axis in 1H NMR
it shows the intensity of the absorption
in 1H NMR, what is the number of signals based on?
there is one signal for each set of equivalent H atoms (H atoms in equivalent chemical environment)
in 1H NMR, what is the area of each signal based on?
the area of each signal is proportional to the # of equivalent H atoms (H atoms in equivalent chemical environment)
in 1H NMR, what is the integration ratio?
it indicates the relative numbers of H atoms in different environments/equivalent H atoms
for splitting patterns, the number of lines =
1 + the number of inequivalent H atoms on adjacent C atoms
across which atoms is there no splitting?
O
-OH group in alcohols rarely causes splitting or is split itself
sometimes the H of the OH appears as a broad bump
what are the relative heights of peaks in splitting?
singlet
doublet 1:1
triplet 1:2:1
quartet 1:3:3:1
multiplet
what is the number of neighbouring inequivalent H atoms for each splitting signal?
singlet: 0
doublet: 1
triplet: 2
quartet: 3
name the 3 types of chromatography
- thin-layer chromatography
- column chromatography
- gas chromatography
describe thin-layer chromatography
a plate is coated with a solid & a solvent moves up the plate
describe column chromatography
a column is packed with a solid and a solvent moves down the column
describe gas chromatography
a column is packed with a solid or a solid coated by a liquid
a gas is passed through the column under pressure at high temp.
in chromatography, what does separation depend on
the balance b/w solubility in/affinity for the moving phase & retention by the stationary phase
how to calculate Rf value
distance travelled by component / distance travelled by solvent